#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/78/2007851.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2007851
loop_
_publ_author_name
'Pajunen, Aarne'
'Mariitta Kokko'
_publ_section_title
;1,5-Diphenylbicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboxylic
 Anhydride and
 1,5-diphenylbicyclo[2.2.1]hept-5-ene-exo-2,exo-3-dicarboxylic
 Anhydride
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1724
_journal_page_last               1727
_journal_paper_doi               10.1107/S010827019800849X
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C21 H16 O3'
_chemical_formula_sum            'C21 H16 O3'
_chemical_formula_weight         316.34
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           'SHELXL-97 (Sheldrick, 1997)'
_cell_angle_alpha                90.00
_cell_angle_beta                 109.77(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.881(5)
_cell_length_b                   10.878(5)
_cell_length_c                   13.794(4)
_cell_measurement_reflns_used    26
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      10.21
_cell_measurement_theta_min      5.84
_cell_volume                     1536.5(11)
_computing_cell_refinement       'MCS/AFC Diffractometer Control Software'
_computing_data_collection
;
MCS/AFC Diffractometer Control Software (Molecular Structure Corporation,
1993a)
;
_computing_data_reduction
'TEXSAN PROCESS (Molecular Structure Corporation, 1993b)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL97
_computing_structure_refinement  SHELXL97
_computing_structure_solution    'SHELXTL/PC (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.898
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_device_type  'Rigaku AFC7S diffractometer'
_diffrn_measurement_method       2θ/ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3189
_diffrn_reflns_theta_full        26.52
_diffrn_reflns_theta_max         26.52
_diffrn_reflns_theta_min         2.73
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.225
_refine_ls_extinction_coef       0.024(3)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3032
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0567P)²+0.9025P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1317
_reflns_number_gt                2728
_reflns_number_total             3032
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            os1031.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '
calc w = 1/[\s^2^(Fo^2^)+(0.0567P)^2^+0.9025P] where
P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(Fo^2^)+(0.0567P)^2^+0.9025P] where
P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2007851
_cod_database_fobs_code          2007851
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 0.53677(14) -0.22522(13) 0.38819(13) 0.0503(4) Uani d . 1 . . O
O2 0.74008(13) -0.19553(12) 0.38672(11) 0.0402(3) Uani d . 1 . . O
O3 0.93280(13) -0.11723(14) 0.39374(12) 0.0480(4) Uani d . 1 . . O
C1 0.52084(16) 0.05175(16) 0.30907(13) 0.0283(4) Uani d . 1 . . C
C2 0.62439(16) -0.01606(16) 0.40392(13) 0.0295(4) Uani d . 1 . . C
H2 0.6169(19) 0.0057(19) 0.4718(17) 0.038(5) Uiso d . 1 . . H
C3 0.75663(16) 0.02061(17) 0.39498(13) 0.0302(4) Uani d . 1 . . C
H3 0.8125(19) 0.0700(18) 0.4517(15) 0.031(5) Uiso d . 1 . . H
C4 0.71577(16) 0.09607(16) 0.29151(13) 0.0302(4) Uani d . 1 . . C
H4 0.788(2) 0.1468(19) 0.2852(16) 0.038(5) Uiso d . 1 . . H
C5 0.64364(16) 0.00947(16) 0.20350(13) 0.0284(4) Uani d . 1 . . C
C6 0.52805(16) -0.01509(16) 0.21425(13) 0.0290(4) Uani d . 1 . . C
H6 0.459(2) -0.069(2) 0.1711(16) 0.039(5) Uiso d . 1 . . H
C7 0.60110(17) 0.16740(17) 0.30495(15) 0.0317(4) Uani d . 1 . . C
H7A 0.554(2) 0.2210(19) 0.2459(16) 0.036(5) Uiso d . 1 . . H
H7B 0.6296(19) 0.2153(19) 0.3702(17) 0.037(5) Uiso d . 1 . . H
C8 0.62114(18) -0.15370(18) 0.39308(14) 0.0359(4) Uani d . 1 . . C
C9 0.82388(18) -0.09851(18) 0.39221(14) 0.0346(4) Uani d . 1 . . C
C10 0.38809(16) 0.06889(17) 0.31970(13) 0.0311(4) Uani d . 1 . . C
C11 0.35484(19) 0.18074(19) 0.35297(15) 0.0369(4) Uani d . 1 . . C
H11 0.414(2) 0.247(2) 0.3692(16) 0.039(6) Uiso d . 1 . . H
C12 0.2338(2) 0.1958(2) 0.36597(17) 0.0452(5) Uani d . 1 . . C
H12 0.218(2) 0.273(2) 0.3920(18) 0.049(6) Uiso d . 1 . . H
C13 0.14576(19) 0.1002(2) 0.34574(16) 0.0468(5) Uani d . 1 . . C
H13 0.059(3) 0.115(2) 0.354(2) 0.066(8) Uiso d . 1 . . H
C14 0.17771(19) -0.0115(2) 0.31225(16) 0.0459(5) Uani d . 1 . . C
H14 0.115(3) -0.078(2) 0.297(2) 0.062(7) Uiso d . 1 . . H
C15 0.29873(18) -0.0271(2) 0.30012(15) 0.0391(5) Uani d . 1 . . C
H15 0.322(2) -0.109(2) 0.2801(17) 0.044(6) Uiso d . 1 . . H
C16 0.69692(17) -0.03739(16) 0.12585(13) 0.0300(4) Uani d . 1 . . C
C17 0.8199(2) -0.00054(19) 0.12674(17) 0.0415(5) Uani d . 1 . . C
H17 0.870(2) 0.059(2) 0.1787(18) 0.048(6) Uiso d . 1 . . H
C18 0.8688(2) -0.0410(2) 0.05122(19) 0.0522(6) Uani d . 1 . . C
H18 0.960(3) -0.015(3) 0.061(2) 0.074(8) Uiso d . 1 . . H
C19 0.7968(2) -0.1190(2) -0.02606(16) 0.0482(5) Uani d . 1 . . C
H19 0.834(2) -0.146(2) -0.079(2) 0.059(7) Uiso d . 1 . . H
C20 0.6754(2) -0.1580(2) -0.02679(15) 0.0430(5) Uani d . 1 . . C
H20 0.625(2) -0.219(2) -0.075(2) 0.057(7) Uiso d . 1 . . H
C21 0.62562(19) -0.11843(19) 0.04814(14) 0.0375(4) Uani d . 1 . . C
H21 0.536(2) -0.145(2) 0.0423(17) 0.044(6) Uiso d . 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C9 O2 C8 110.80(15) ?
C10 C1 C6 118.10(14) ?
C10 C1 C7 118.30(15) ?
C6 C1 C7 99.41(13) ?
C2 C1 C10 114.32(14) yes
C2 C1 C6 104.92(14) yes
C2 C1 C7 98.98(13) yes
C8 C2 C3 103.97(14) ?
C1 C2 C8 113.19(15) yes
C3 C2 C1 103.63(14) ?
C8 C2 H2 108.9(12) ?
C3 C2 H2 113.0(12) ?
C1 C2 H2 113.7(12) ?
C9 C3 C2 104.87(15) ?
C4 C3 C9 114.79(14) yes
C2 C3 C4 102.88(13) ?
C9 C3 H3 108.7(11) ?
C2 C3 H3 115.2(12) ?
C4 C3 H3 110.4(12) ?
C5 C4 C7 100.83(14) ?
C3 C4 C5 108.10(14) yes
C3 C4 C7 98.40(13) yes
C5 C4 H4 119.0(12) ?
C7 C4 H4 115.5(12) ?
C3 C4 H4 112.5(12) ?
C6 C5 C16 128.78(16) ?
C6 C5 C4 106.49(15) ?
C16 C5 C4 124.71(15) ?
C5 C6 C1 108.82(15) ?
C5 C6 H6 127.4(12) ?
C1 C6 H6 123.8(12) ?
C1 C7 C4 94.92(14) yes
C4 C7 H7A 114.2(12) ?
C1 C7 H7A 111.8(12) ?
C4 C7 H7B 110.9(12) ?
C1 C7 H7B 113.6(12) ?
H7A C7 H7B 110.6(17) ?
O1 C8 O2 119.72(18) ?
O1 C8 C2 130.51(18) ?
O2 C8 C2 109.76(15) ?
O3 C9 O2 120.22(18) ?
O3 C9 C3 129.64(18) ?
O2 C9 C3 110.14(15) ?
C15 C10 C11 118.59(17) ?
C15 C10 C1 121.14(17) ?
C11 C10 C1 120.24(16) ?
C10 C11 C12 120.4(2) ?
C10 C11 H11 121.1(13) ?
C12 C11 H11 118.4(13) ?
C13 C12 C11 120.4(2) ?
C13 C12 H12 122.7(14) ?
C11 C12 H12 116.8(14) ?
C12 C13 C14 119.62(19) ?
C12 C13 H13 118.4(15) ?
C14 C13 H13 121.9(15) ?
C13 C14 C15 120.1(2) ?
C13 C14 H14 119.6(15) ?
C15 C14 H14 120.4(16) ?
C10 C15 C14 120.9(2) ?
C10 C15 H15 120.4(13) ?
C14 C15 H15 118.7(13) ?
C17 C16 C21 117.99(17) ?
C17 C16 C5 120.52(17) ?
C21 C16 C5 121.48(16) ?
C18 C17 C16 120.8(2) ?
C18 C17 H17 119.5(13) ?
C16 C17 H17 119.6(13) ?
C19 C18 C17 120.7(2) ?
C19 C18 H18 123.7(17) ?
C17 C18 H18 115.4(17) ?
C18 C19 C20 119.06(19) ?
C18 C19 H19 119.0(15) ?
C20 C19 H19 121.9(15) ?
C19 C20 C21 120.7(2) ?
C19 C20 H20 121.8(15) ?
C21 C20 H20 117.2(15) ?
C20 C21 C16 120.68(19) ?
C20 C21 H21 118.1(13) ?
C16 C21 H21 121.1(13) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C8 . 1.188(2) ?
O2 C9 . 1.380(2) yes
O2 C8 . 1.402(2) yes
O3 C9 . 1.196(2) ?
C1 C10 . 1.512(2) ?
C1 C6 . 1.522(2) yes
C1 C7 . 1.543(2) yes
C1 C2 . 1.590(2) yes
C2 C8 . 1.504(3) yes
C2 C3 . 1.538(2) yes
C2 H2 . 1.00(2) ?
C3 C9 . 1.495(3) yes
C3 C4 . 1.575(2) yes
C3 H3 . 0.97(2) ?
C4 C5 . 1.527(2) yes
C4 C7 . 1.533(2) yes
C4 H4 . 0.99(2) ?
C5 C6 . 1.342(2) yes
C5 C16 . 1.471(2) ?
C6 H6 . 0.98(2) ?
C7 H7A . 0.99(2) ?
C7 H7B . 0.99(2) ?
C10 C15 . 1.390(3) ?
C10 C11 . 1.391(3) ?
C11 C12 . 1.398(3) ?
C11 H11 . 0.94(2) ?
C12 C13 . 1.377(3) ?
C12 H12 . 0.96(2) ?
C13 C14 . 1.385(3) ?
C13 H13 . 1.01(3) ?
C14 C15 . 1.393(3) ?
C14 H14 . 0.97(3) ?
C15 H15 . 0.99(2) ?
C16 C17 . 1.393(3) ?
C16 C21 . 1.402(3) ?
C17 C18 . 1.392(3) ?
C17 H17 . 0.98(2) ?
C18 C19 . 1.380(3) ?
C18 H18 . 1.00(3) ?
C19 C20 . 1.384(3) ?
C19 H19 . 0.99(3) ?
C20 C21 . 1.388(3) ?
C20 H20 . 0.97(3) ?
C21 H21 . 1.00(2) ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C10 C1 C2 C8 88.57(18) ?
C6 C1 C2 C8 -42.37(18) ?
C7 C1 C2 C8 -144.69(15) ?
C10 C1 C2 C3 -159.46(14) ?
C6 C1 C2 C3 69.60(16) ?
C7 C1 C2 C3 -32.72(16) ?
C8 C2 C3 C9 -6.35(17) ?
C1 C2 C3 C9 -124.90(14) ?
C8 C2 C3 C4 114.03(15) ?
C1 C2 C3 C4 -4.52(16) yes
C9 C3 C4 C5 49.47(19) ?
C2 C3 C4 C5 -63.83(16) ?
C9 C3 C4 C7 153.83(15) ?
C2 C3 C4 C7 40.54(16) ?
C7 C4 C5 C6 -32.15(17) ?
C3 C4 C5 C6 70.50(17) ?
C7 C4 C5 C16 149.26(16) ?
C3 C4 C5 C16 -108.08(18) ?
C16 C5 C6 C1 177.67(16) ?
C4 C5 C6 C1 -0.84(19) ?
C10 C1 C6 C5 162.41(15) ?
C7 C1 C6 C5 33.12(17) ?
C2 C1 C6 C5 -68.88(17) ?
C5 C4 C7 C1 49.57(15) ?
C3 C4 C7 C1 -60.79(14) ?
C10 C1 C7 C4 -178.49(14) ?
C6 C1 C7 C4 -49.33(15) ?
C2 C1 C7 C4 57.55(14) ?
C9 O2 C8 O1 178.98(17) ?
C9 O2 C8 C2 0.0(2) ?
C3 C2 C8 O1 -174.7(2) ?
C1 C2 C8 O1 -63.0(3) ?
C3 C2 C8 O2 4.15(19) ?
C1 C2 C8 O2 115.91(16) ?
C8 O2 C9 O3 175.88(16) ?
C8 O2 C9 C3 -4.37(19) ?
C2 C3 C9 O3 -173.51(19) ?
C4 C3 C9 O3 74.4(2) ?
C2 C3 C9 O2 6.76(18) ?
C4 C3 C9 O2 -105.36(17) ?
C6 C1 C10 C15 45.0(2) ?
C7 C1 C10 C15 164.90(16) ?
C2 C1 C10 C15 -79.1(2) ?
C6 C1 C10 C11 -137.22(17) ?
C7 C1 C10 C11 -17.4(2) yes
C2 C1 C10 C11 98.62(19) ?
C15 C10 C11 C12 -0.2(3) ?
C1 C10 C11 C12 -178.01(16) ?
C10 C11 C12 C13 -0.2(3) ?
C11 C12 C13 C14 0.0(3) ?
C12 C13 C14 C15 0.6(3) ?
C11 C10 C15 C14 0.8(3) ?
C1 C10 C15 C14 178.57(17) ?
C13 C14 C15 C10 -1.0(3) ?
C6 C5 C16 C17 179.65(18) ?
C4 C5 C16 C17 -2.1(3) yes
C6 C5 C16 C21 0.6(3) ?
C4 C5 C16 C21 178.91(16) ?
C21 C16 C17 C18 1.4(3) ?
C5 C16 C17 C18 -177.6(2) ?
C16 C17 C18 C19 -0.2(4) ?
C17 C18 C19 C20 -0.9(4) ?
C18 C19 C20 C21 0.8(3) ?
C19 C20 C21 C16 0.4(3) ?
C17 C16 C21 C20 -1.5(3) ?
C5 C16 C21 C20 177.53(17) ?
C4 C5 C6 H6 -178.7(15) yes
